3-Bromo-5-methoxypyridine

625-92-3

50720-12-2

Example 7A Synthesis of 3-bromo-5-methoxypyridine: Methanol (180 mL) was treated batchwise with sodium pellets (4.7 g, 0.20 mol) under dry conditions and subsequently evaporated to dryness. The residue was azeotroped with toluene (100 mL) and then concentrated under reduced pressure to completely remove water. To dry DMF (130 mL), the sodium methanol solution prepared above was added, followed by 3,5-dibromopyridine (32 g, 135 mmol, purchased from Avocado Chemicals). The reaction mixture was heated at 70 °C for 4 hours. After completion of the reaction, the mixture was slowly poured into an ice/water mixture (300 g) and the precipitate was collected by filtration. The filter cake was dried under reduced pressure to give the target product 3-bromo-5-methoxypyridine (15.6 g, 62% yield). Mass spectrometry analysis (DCI/NH3) showed m/z 188/190 (M + H)+, confirming the product structure.